1-dimethylaminobutene-3 and process of making same.



UNITED STATES PATENT OFFICE.

GEORG MERLING, OF ELBEBFELD, AND HUGO KOHLER, OF LEVERKUSEN, NEARCOLOGNE, GERMANY, ASSIGNORS T0 FAJRBENFABRIKEN VORM. FRIEDB. BAYER 8c00., OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.

1-DIMETHYLAMINOBUTENE-3 AND PROCESS OF MAKING SAME.

No Drawing.

To all whom it may concern Be it known that we, GEoRG MERLING and HUGOKoHLEn, doctors of philosophy, chemists, citizens .of the German Empire,residing, respectively, at Elberfeld and Leverkusen, near Cologne,Germany, have invented new and useful Improvements inl-dimethylaminobutene-3 and Processes of Making Same, of which thefollowing is a specification.

The present invention concerns the roduction ofl-dimet-hylalninobutene-3 disocrotyldimethylamin) having most probablythe formula:

on,-on-cn,-cu, u

which has proved to be a valuable intermediate product for themanufacture of erythrene. The process for its production consists inheating 3-oxybutyldimethylamin:

cnrca-om-cnrmoun,

with a dehydrating agent and more specifically with sulfuric acid asdehydrating agent.

In order to illustrate the new process more fully the following exampleis given, the parts being by weight:1 part of 3- oxybut-yldimethylaminis heated in an autoclave with 510 parts of sulfuric acid (50 per cent.)during 10 hours to 150l60 After cooling the solution is saturated withcaustic soda lye and the unsaturated base is distilled with steam,isolated and after being dried with caustic potash purified bydistillation. The elimination of water from the oxyb'ase proceeds morequickly and more easily on treating the oxybase with concentratedsulfuric acid.

1 part of 3-oxybutyldimethylamin is gradually dropped into 3 parts ofconcen- Speciflcation of Letters Patent.

Patented June 17, 1913.

Application filed November 7, 1912. Serial No. 730,019.

ing 3-oxybutyld1'methyl-amin.

2. Process for producing l-dimethylaminobutene-3 which comprises heating3- oxybutyldimethylamin with a dehydrating agent.

3. Process for producing l-dimethylaminobutene-3 which comprises heating3- oxybutyldimethylamin with concentrated 65 sulfuric acid.

4. Process for producing l-dimet-hylaminobutene-3 having mostprobablythe formula:

on, v CHR=CH'CH2CHIN\CH; which process consists in first heating 3-oxybutyldmiethylamin:

cm-cnwm-cm-mcna,

with sulfuric acid and secondly isolating the resulting base,substantially as described.

In testimony whereof we have hereunto set our hands in the presence oftwo sub- 30 scribing witnesses.

GEORG MERLING. [L.s.] HUGO KOHLER. [L.s.] Witnesses:

HELEN NUFER, ALBERT NUFER.

